Holiday rentals with a pool in Oregon

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Oregon

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Top Guest favourite

A comfortable living area is furnished with a brown sofa and patterned armchairs, complimented by a wooden coffee table. Large windows provide unobstructed ocean views, while a gas fireplace adds warmth to the space. A television is mounted above the stone fireplace.

Home in Depoe Bay

4.99 out of 5 average rating, 138 reviews

Seascape Coastal Retreat

Relax in a luxury oceanfront condominium in scenic Depoe Bay Oregon, the Whale Watching Capital of the US. Enjoy your 2-bedroom, 2-bath home, as well as access to the private clubhouse, indoor swimming pool, hot tub, gym, theater and game room. Watch whales, boats and inspiring sunsets from the comfort of your living room and patio. Enjoy legendary restaurants, shops , golfing, fishing and whale watching excursions nearby. Fogarty Creek State Recreation area and beach is a short drive north.

Superhost

The tiny home is nestled among lush trees, showcasing a wooden deck with a railing. Large windows offer views of the surrounding greenery. The exterior features vibrant colors, contrasting with the natural landscape under a clear blue sky.

Tiny home in Rogue River

4.86 out of 5 average rating, 117 reviews

Tiny Groove with plunge pool and soaking tubs

A unique off grid experience awaits you at our eco-friendly solar powered tiny home on 6 secluded acres. The home site is perfectly cut into a groove in the hillside 200 feet above the valley below allowing for beautiful Mountain views and amazing privacy with no visible neighbors other than the variety of local wildlife. Enjoy the outdoor soaking tubs, wood fired sauna and a seasonal plunge pool. Just a short 5 minute drive to the lovely town of Rogue River and access to I-5. Pet friendly too!

Top Guest favourite

A charming treehouse is suspended between large fir trees, featuring a wooden deck with multiple seating areas. Large windows provide natural light, and the surrounding forest greenery adds to the tranquil setting. The pathway beneath is lined with gravel, leading to the entrance.

Treehouse in Mt Hood

4.98 out of 5 average rating, 214 reviews

Beautiful, Magical, Treehouse

"Glamping at its' best"! 16' x 16' TreeHouse, suspended between 3 large fir trees, queen size bed, loft w/2 twin beds, composting toilet, much more, situated on 20 acres with a pond. Gas heater, mini-fridge, microwave, coffee pot. IMPORTANT: this is a Tree House! Going up the spiral staircase is an adventure in itself, so pack small bags (or packs) (large suitcases are not appropriate). Be sure to look at the pictures & read our reviews... that provides the most information. Happy Travels!

Top Guest favourite

A tranquil outdoor space features two wooden chairs and a round table, positioned to enjoy a breathtaking sunset. The sky is adorned with vibrant purple and orange clouds, casting a serene light over the landscape below.

Home in Newberg

4.96 out of 5 average rating, 255 reviews

Luxury Wine Country Estate

Welcome to Luxury Wine Country Estate, an oasis where luxurious refinement meets the epitome of wine country indulgence. Revel in unmatched hositality, thoughtfully designed to include Tempur-Pedic suites, therapeutic hot tub, rejuvenating sauna, invigorating cold plunge, and the most stunning valley and vineyard views. Every touch is meticulously crafted, from heated stone floors and Dyson innovations to dual gourmet kitchens, Yeti picnic essentials, EV charging capabilities, and so much more.

Top Guest favourite

A secluded hot tub is nestled among the trees, surrounded by vibrant green moss and natural elements. Two wooden stools are positioned nearby, while a rustic wooden pathway leads through the forest. The serene atmosphere is enhanced by the gentle sound of the nearby creek.

Cabin in Rhododendron

4.96 out of 5 average rating, 111 reviews

2BR Dog friendly Mount Hood cabin with hot tub!

This magical cabin is nestled near the Sandy River on the edge of Mount Hood National Forest. A mountain oasis offering all of the amenities of home yet tucked in the heart of the forest. The enchanting backyard offers seasonal creeks that invite you to miles of hiking trails and beaches. Unwind by the cozy fire, relax in the hot tub or soak up the soothing sounds from the nearby Sandy River. Skiing/snowshoeing/mountain biking/kayaking/waterfalls... a perfect mix of adventure and tranquility.

Top Guest favourite

A bright living area is highlighted by large windows offering views of the river. A comfortable couch and a stylish chair are positioned on a light wooden floor, complemented by a coffee table and a television mounted on the wall. Natural light floods the space.

Condo in Mosier

4.98 out of 5 average rating, 312 reviews

All About the View- Columbia River Gorge Haven

Close up river views, spectacular sunsets! Upper unit with vaulted ceilings and extra windows! Beautiful upscale living. Biking, water sports or just relaxing while watching the ever changing Columbia River Gorge. Hood River just minutes away for wonderful dining, beer, cider and spirits tasting, mountain biking and wine tasting. Local restaurant and market in walking distance. Mosier Plateau Trail with waterfall, Twin Tunnel trail. Excellent Wi-Fi. Pantry and breakfast items included!

Top Guest favourite

Two outdoor bathtubs are situated on a wooden deck, each surrounded by sheer white curtains. The scene features two individuals relaxing in the tubs, with rustic decor and lush greenery in the background, capturing a serene retreat in nature.

Cabin in Grants Pass

4.96 out of 5 average rating, 282 reviews

Forest Cottage | Hot Tub, Outdoor Baths & Alpacas

Tiny Cottage Retreat w/Alpacas –Triple Nickel Pines🌲 Escape to the Pine Tree Tiny Cottage, a romantic & peaceful getaway in the heart of Southern Oregon. Tucked between Grants Pass & Merlin (8 mins from Merlin & 15mins from Grants Pass). This cozy cabin offers the perfect blend of comfort, nature, & uniqueness—right next door to our non-profit alpaca rescue. After exploring the area; stargaze from your outdoor tubs, soak in the hot tub, or roast s’mores by the fire. PERFECT COUPLES GETAWAY!

Top Guest favourite

A spacious outdoor area features a crystal-clear swimming pool adjacent to a stone hot tub. Surrounding greenery and colorful flowers enhance the serene setting. Seating options are available nearby, with steps leading elegantly from the house to the poolside.

Home in Ashland

4.96 out of 5 average rating, 125 reviews

The Aloha House - Hot Tub - Pool

The Aloha House is located just above the University and only 1.5 miles from downtown Ashland. Nestled up a hill in the forest, you'll be transported to your own little private resort-like getaway with stunning views, architectural design that brings the outdoors in, and ample space for dining and entertaining poolside. The property consists of two separate studios (both included) connected by a unique outdoor living space with a seasonal pool, spa, outdoor shower, bar & BBQ, and more!

Top Guest favourite

A modern studio features a spacious bed with crisp white linens, a wooden accent wall, and an electric fireplace below a wall-mounted television. A unique wood table sits atop an area rug, with plants adding a touch of greenery to the warm atmosphere.

Condo in Bend

4.97 out of 5 average rating, 274 reviews

Sunriver Studio with Pool and Hot Tub

This stylish studio in the heart of Sunriver is newly remodeled with a King bed. Seasonal pool and year round Hot Tub! Just a short walk to a brand new food truck lot with 7 trucks, indoor and outdoor seating and a bar. Fast WiFi, a new Samsung 50” tv signed into Netflix, Hulu, HBO Max and more. 25 minutes to Mt. Bachelor. 25 minutes to downtown Bend. Parking is just a few feet from your door. This super clean condo is perfect for all of your central Oregon adventures.

Top Guest favourite

An open-concept living area is highlighted by high wooden ceilings and a softly glowing pendant light. A wooden staircase leads to the upper loft space. The dining table is set, with greenery and decorative elements enhancing the space, creating a connection with nature.

Cabin in Rhododendron

4.99 out of 5 average rating, 109 reviews

Boutique Cabin w/ Hot Tub, Fireplace & Ping Pong

Welcome to Saturday Cabin, a boutique chalet tucked into a wooded neighborhood on the banks of the Sandy River, just 15 minutes to Mt. Hood. Explore the national forest & return home to enjoy rejuvenating amenities, including a large deck w/ outdoor lounge, hot tub under the pines, wood-burning stove, movie room, ping pong, and more. You'll also find high-end appliances, full-cabin Sonos speakers, and curated books & games to elevate your stay. IG: @saturdaycabin

Guest favourite

A serene garden scene features a waterfall cascading over natural stone, surrounded by lush greenery and colorful flowers. A small pond is visible at the base of the waterfall, complemented by a tranquil statue. Various plants add vibrant textures and colors throughout the landscape.

Guest suite in Damascus

4.92 out of 5 average rating, 626 reviews

Oasis Between City, River & Mountain. Damascus OR

A large & private guest house on lower level of home only 30 min. to Portland. Mt. Hood, Gorge Waterfalls & Scenic hikes within 60 min drive. Super comfortable bed, quiet nights, recliner sofa & relaxing atmosphere make this an ideal place to hang out and rest. We welcome ALL colors, LGBTQ. Must Read all info, house rules & details prior to booking please. Informed guests are happy guests. Can accommodate 3pm check in every day of the week except Tuesdays.

Guest favourite

Home in Rhododendron

4.93 out of 5 average rating, 104 reviews

Hot Tub + Forest Views | Mt Hood Getaway

Welcome to Rhodi House — a peaceful, design-forward cabin tucked near Mt. Hood National Forest. 15 minutes from Government Camp and walking distance to the Sandy River, this renovated 1970s retreat offers two king bedrooms, a cozy loft with a double hide-a-bed, a wrap-around deck, and a private hot tub nestled in the trees. With modern style, a stocked kitchen, and soft linens, it’s the perfect year-round escape for couples, friends, or families.